期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 171, 期 -, 页码 133-138出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2014.08.013
关键词
Difluorocarbene; Difluoromethylation; Organocatalyst; Sulfur; Thioamide; Thiocarbamate
资金
- JSPS KAKENHI [25288016]
- MEXT KAKENHI [26105705]
- Asahi Glass Foundation
- Grants-in-Aid for Scientific Research [25620158] Funding Source: KAKEN
Upon treatment with trimethylsilyl 2,2-difluoro-2-fluorosulfonylacetate (TFDA) and a catalytic amount of N,N,N',N'-tetramethyl-1,8-diaminonaphthalene, secondary thioamides and thiocarbamates undergo selective difluoromethylation on the sulfur atom to give S-difluoromethyl thioimidates and thioiminocarbonates in good yields, respectively. This is the first report on the synthesis of acyclic difluoromethyl thioimidates and thioiminocarbonates. The key for S-difluoromethylation is the organocatalytic generation of difluorocarbene (:CF2) under mild conditions, which prevents decomposition of the substrates. This process provides an efficient approach to pharmaceuticals and agrochemicals bearing a difluoromethylsulfanyl group, starting from widely available thiocarbonyl compounds. (C) 2014 Elsevier B.V. All rights reserved.
作者
我是这篇论文的作者
点击您的名字以认领此论文并将其添加到您的个人资料中。
推荐
暂无数据